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Windstar Cruise Deals

Expert Deal
The Price you found is a great deal, 82% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $62/night to be a bargain.
$994*
16 nights
Alaska Cruise Deal
Star Legend
|
Outside Cabin
Departing
May 06, 2019
From Yokohama
  • Day 1
    Yokohama
  • Day 2
    Cruising
  • Day 3
    Miyako Island
  • Day 4
    Hakodate
  • Day 5
    Aormori
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Dutch Harbor
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Kodiak
  • Day 16
    Homer
  • Day 17
    Seward

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 80% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $69/night to be a bargain.
$1,099*
16 nights
Alaska Cruise Deal
Star Legend
|
Suite
Departing
May 06, 2019
From Yokohama
  • Day 1
    Yokohama
  • Day 2
    Cruising
  • Day 3
    Miyako Island
  • Day 4
    Hakodate
  • Day 5
    Aormori
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Dutch Harbor
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Kodiak
  • Day 16
    Homer
  • Day 17
    Seward

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 75% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $87/night to be a bargain.
$1,389*
16 nights
Alaska Cruise Deal
Star Legend
|
Balcony
Departing
May 06, 2019
From Yokohama
  • Day 1
    Yokohama
  • Day 2
    Cruising
  • Day 3
    Miyako Island
  • Day 4
    Hakodate
  • Day 5
    Aormori
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Dutch Harbor
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Kodiak
  • Day 16
    Homer
  • Day 17
    Seward

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 73% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $93/night to be a bargain.
$1,299*
14 nights
Transatlantic Cruise Deal
Wind Surf
|
Inside Cabin
Departing
Nov 30, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Antigua
  • Day 15
    St. Maarten

Wind Surf - Windstar Cruises

Pros

Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

Cons

No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

Bottom Line

Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

Expert Deal
The Price you found is a great deal, 73% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $93/night to be a bargain.
$1,299*
14 nights
Transatlantic Cruise Deal
Wind Surf
|
Outside Cabin
Departing
Nov 30, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Antigua
  • Day 15
    St. Maarten

Wind Surf - Windstar Cruises

Pros

Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

Cons

No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

Bottom Line

Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

Expert Deal
The Price you found is a great deal, 72% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $99/night to be a bargain.
$1,389*
14 nights
Transatlantic Cruise Deal
Wind Star
|
Outside Cabin
Departing
Nov 12, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    St. Maarten

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Expert Deal
The Price you found is a great deal, 71% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $100/night to be a bargain.
$1,399*
14 nights
Transatlantic Cruise Deal
Wind Star
|
Inside Cabin
Departing
Nov 12, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    St. Maarten

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Price Trending
The price you found has dropped by 71% in the last 14 days.
-71%
$5,399*
was $18,533*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Inside Cabin
Departing
Dec 19, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 71% in the last 14 days.
-71%
$5,399*
was $18,533*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Outside Cabin
Departing
Dec 19, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 63% in the last 14 days.
-63%
$7,699*
was $20,799*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Suite
Departing
Dec 19, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Expert Deal
The Price you found is a great deal, 48% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $180/night to be a bargain.
$1,984*
11 nights
Caribbean Cruise Deal
Wind Star
|
Outside Cabin
Departing
Nov 26, 2019
From St. Maarten
  • Day 1
    St. Maarten
  • Day 2
    St. Barts
  • Day 3
    Virgin Gorda
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Bonaire
  • Day 7
    Curacao
  • Day 8
    Aruba
  • Day 9
    Cruising
  • Day 10
    Cartagena (Spain)
  • Day 11
    Cruising
  • Day 12
    Colon (Cristobal)

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Expert Deal
The Price you found is a great deal, 45% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $191/night to be a bargain.
$2,099*
11 nights
Caribbean Cruise Deal
Wind Star
|
Inside Cabin
Departing
Nov 26, 2019
From St. Maarten
  • Day 1
    St. Maarten
  • Day 2
    St. Barts
  • Day 3
    Virgin Gorda
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Bonaire
  • Day 7
    Curacao
  • Day 8
    Aruba
  • Day 9
    Cruising
  • Day 10
    Cartagena (Spain)
  • Day 11
    Cruising
  • Day 12
    Colon (Cristobal)

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Expert Deal
The Price you found is a great deal, 45% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $192/night to be a bargain.
$2,299*
12 nights
Alaska Cruise Deal
Star Legend
|
Outside Cabin
Departing
Jul 06, 2019
From Seward
  • Day 1
    Seward
  • Day 2
    Kenai
  • Day 3
    Cruising
  • Day 4
    Juneau
  • Day 5
    Haines
  • Day 6
    Cruising
  • Day 6
    Icy Strait
  • Day 7
    Sitka
  • Day 8
    Tracy Arm
  • Day 9
    Wrangell
  • Day 10
    Cruising
  • Day 11
    Prince Rupert
  • Day 12
    Cruising
  • Day 13
    Vancouver

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 45% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $192/night to be a bargain.
$2,299*
12 nights
Alaska Cruise Deal
Star Legend
|
Suite
Departing
Jul 06, 2019
From Seward
  • Day 1
    Seward
  • Day 2
    Kenai
  • Day 3
    Cruising
  • Day 4
    Juneau
  • Day 5
    Haines
  • Day 6
    Cruising
  • Day 6
    Icy Strait
  • Day 7
    Sitka
  • Day 8
    Tracy Arm
  • Day 9
    Wrangell
  • Day 10
    Cruising
  • Day 11
    Prince Rupert
  • Day 12
    Cruising
  • Day 13
    Vancouver

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 45% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $192/night to be a bargain.
$2,874*
15 nights
Canada & New England Cruise Deal
Star Pride
|
Outside Cabin
Departing
Aug 28, 2019
From Reykjavik
  • Day 1
    Reykjavik
  • Day 2
    Grundarfjordur
  • Day 3
    Heimaey
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    St. John's (Newfoundland)
  • Day 9
    L'Anse aux Meadows
  • Day 10
    Cruising
  • Day 11
    Corner Brook
  • Day 12
    Cruising
  • Day 13
    Halifax
  • Day 14
    Bar Harbor
  • Day 15
    Cruising
  • Day 16
    New York (Manhattan)

Star Pride - Windstar Cruises

Pros

Service-driven, laid-back luxury, with longer visits in lesser-known ports of call

Cons

Lacks big ship bells and whistles

Bottom Line

Great for active couples looking for romance on a sophisticated ship

Expert Deal
The Price you found is a great deal, 43% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $198/night to be a bargain.
$1,984*
10 nights
Mediterranean Cruise Deal
Star Breeze
|
Outside Cabin
Departing
Apr 26, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Madeira (Funchal)
  • Day 4
    Madeira (Funchal)
  • Day 5
    San Sebastian
  • Day 6
    Tenerife
  • Day 7
    Lanzarote
  • Day 8
    Agadir
  • Day 9
    Cruising
  • Day 10
    Portimao
  • Day 11
    Lisbon

Star Breeze - Windstar Cruises

Pros

Small-ship cruising, port-intensive itineraries

Cons

Limited entertainment and enrichment activities

Bottom Line

Terrific upscale yet casual cruise line for active travelers

Price Trending
The price you found has dropped by 43% in the last 14 days.
-43%
$2,499*
was $4,399*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Inside Cabin
Departing
Jun 06, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 43% in the last 14 days.
-43%
$2,499*
was $4,399*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Outside Cabin
Departing
Jun 06, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Expert Deal
The Price you found is a great deal, 43% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $200/night to be a bargain.
$1,599*
8 nights
Mexican Riviera Cruise Deal
Star Legend
|
Suite
Departing
Oct 11, 2019
From Puerto Vallarta
  • Day 1
    Puerto Vallarta
  • Day 2
    Manzanillo
  • Day 3
    Cruising
  • Day 4
    Huatulco
  • Day 5
    Puerto Chiapas
  • Day 6
    Cruising
  • Day 7
    Playas del Coco
  • Day 8
    Herradura
  • Day 9
    Puntarenas (Puerto Caldera)

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 43% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $200/night to be a bargain.
$1,599*
8 nights
Mexican Riviera Cruise Deal
Star Legend
|
Outside Cabin
Departing
Oct 11, 2019
From Puerto Vallarta
  • Day 1
    Puerto Vallarta
  • Day 2
    Manzanillo
  • Day 3
    Cruising
  • Day 4
    Huatulco
  • Day 5
    Puerto Chiapas
  • Day 6
    Cruising
  • Day 7
    Playas del Coco
  • Day 8
    Herradura
  • Day 9
    Puntarenas (Puerto Caldera)

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere